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Wait – 1099s are changing?

Are you still confused about 1099’s—and quietly hoping you’re doing it right? If 1099 season feels like a moving target (first it was $600, then $2,000, then “just kidding”), you’re not imagining things. Many business owners are either over-filing, under-filing, or panicking over forms that don’t actually apply to them. The fix isn’t panic or perfection. It’s clarity, clean processes, and knowing exactly what matters this year (and next).

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The 1099 Shuffle: What’s Changing and What Still Matters

Another year, another round of 1099 chaos. First the threshold was $600, then $2,000, now we’re tossing in e-filing rules for good measure. If 1099 season makes your head spin, you’re not alone—and this episode is here to help.

We’re cutting through the confusion on:

  • 1099-NEC vs. 1099-K vs. 1099-MISC (plus one curveball: 1099-INT)
  • Why Zelle isn’t part of the 1099-K crowd (but your cash and checks still count)
  • What the IRS actually wants to know about your contractor payments
  • Why filing late is better than fibbing on your tax return
  • The new 2026 threshold and what to do right now in 2025

If you’re paying contractors through anything other than a credit card, you need a system—because “just figuring it out in January” is not a strategy. We talk about common mistakes, where business owners trip up (spoiler: not collecting W-9s early), and how to avoid penalties without panicking.

It’s everything you wish someone would explain clearly and without all the IRS jargon. That’s us.

Need help sorting out your 1099 process before it bites you back?
Book a call today and let’s make this tax season smoother.

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